A pier with colorful buildings, a snowy landscape, and a frozen body of water.

Summerside Vacations from $530

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The Latest Summerside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Oct 5 - Oct 9

    Blackbush Beach Resort + Flight

    Grand Tracadie
    4 nights
    4.5 star property
    9.6/10 - Exceptional (455 reviews)
    Roundtrip Toronto (YTO) - Charlottetown (YYG)
    YYZ - YYGNonstop YYG - YYZNonstop
    $633
    $530
    per traveler
    found 1 day ago
    Blackbush Beach Resort
  • Oct 5 - Oct 9

    The Hotel on Pownal + Flight

    Downtown Charlottetown
    4 nights
    2.5 star property
    8.8/10 - Excellent (1,002 reviews)
    "Great spot in Charlottetown, close to downtown and the Port. Couple things: they don’t have an elevator which wasn’t awesome being on the 3rd floor we had to do a few trips up and down when we got there as well as leaving. Also when we checked in it was mentioned that we could opt out of house keeping for a $10 gift card, we declined this offer but still never received any house keeping during our entire stay. Other than that everything was very good, good staff, good breakfast, happy hour,..."
    Reviewed July 29, 2026
    Roundtrip Toronto (YTO) - Charlottetown (YYG)
    YYZ - YYGNonstop YYG - YYZNonstop
    $686
    $557
    per traveler
    found 1 day ago
    The Hotel on Pownal
  • Oct 5 - Oct 9

    Rodd Charlottetown + Flight

    Downtown Charlottetown
    4 nights
    4.5 star property
    8.8/10 - Excellent (1,023 reviews)
    "Amazing historic hotel, very clean and super friendly staff."
    Reviewed July 29, 2026
    Roundtrip Toronto (YTO) - Charlottetown (YYG)
    YYZ - YYGNonstop YYG - YYZNonstop
    $681
    $565
    per traveler
    found 1 day ago
    Rodd Charlottetown
  • Oct 5 - Oct 9

    The Cliffside Inn + Flight

    Little Sands
    4 nights
    3.0 star property
    8.8/10 - Excellent (71 reviews)
    "Deck and rails to second floor needs updating. The view of the water Was breathtaking. It would have been nice to have a tv in our room."
    Reviewed July 27, 2026
    Roundtrip Toronto (YTO) - Charlottetown (YYG)
    YYZ - YYGNonstop YYG - YYZNonstop
    $760
    $643
    per traveler
    found 1 day ago
    The Cliffside Inn
  • Oct 5 - Oct 9

    The Sydney Boutique Inn + Flight

    Downtown Charlottetown
    4 nights
    5.0 star property
    9.8/10 - Exceptional (1,002 reviews)
    Roundtrip Toronto (YTO) - Charlottetown (YYG)
    YYZ - YYGNonstop YYG - YYZNonstop
    $997
    $848
    per traveler
    found 1 day ago
    The Sydney Boutique Inn

Discover the most popular places to visit in Summerside

Summerside Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Summerside vacation package cost?

You'll find cheap prices from $530 on Expedia for your Summerside break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Summerside costs.

What are the cheapest months to go to Summerside?

You can typically find lower rates and greater availability in November, December and January. Browse our cheap Summerside vacation packages and you could land some great off-season deals.

How many days is enough for Summerside?

To get the most out of a Summerside vacation, we suggest booking for 2 days. Split your time between visiting Wyatt House Museum, Credit Union Place and other top attractions, as well as exploring neighborhoods like Linkletter and Sherbrooke. If you've got some time to spare, include a day trip or tour in your Summerside vacation itinerary.

Is it worth booking a vacation package to Summerside?

Summerside offers everything you need for an unforgettable escape. Get your Summerside vacation off to a flying start by checking out top attractions like Summerside Harbor.

How to find the best Summerside package deals?

Bagging a cheap Summerside package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most affordable Summerside package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.

Is it cheaper to book a Summerside vacation as a package?

An Expedia vacation package could land you considerable savings when compared to arranging stays and flights separately. Better still, you can customize your Summerside getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.

When to book a vacation package to Summerside?

If you're planning a spontaneous Summerside adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking well in advance.

Does Expedia offer Book Now, Pay Later Summerside vacation packages?

If you're like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Summerside break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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Things to do in and around Summerside

Summerside, Prince Edward Island, is perfect for outdoor family vacations, offering a variety of activities for all ages. Visitors can enjoy a shopping mall center, explore local shops, and hit the golf courses for a memorable getaway. With its beautiful scenery, Summerside is ideal for outdoor enthusiasts looking for beach vacations, day trips, and various outdoor activities, promising a fun-filled experience for everyone.

Shopping

The main shopping destination in Summerside is the County Fair Mall, offering a variety of stores, entertainment, and a family-friendly atmosphere. If you're up for a drive, consider visiting nearby malls for more options and unique finds.

Recreation

At Harbourfront Theatre, immerse yourself in captivating performances that blend culture and romance, perfect for a family night out. For a cinematic experience, Cineplex Cinemas Summerside offers the latest films in a cozy setting. Nearby, Red Sands Golf Course invites you to enjoy outdoor sports amidst beautiful landscapes.

Adventure

Experience thrills at Haunted Mansion, an exciting theme park ride located 8 miles from Summerside, perfect for family fun and adventure. For a fast-paced challenge, head to Burlington Amusement Park, 12 miles away, for karting excitement. Combat Zone Laser Tag, 17 miles away, offers a thrilling arcade adventure for all ages.

Nightlife

Experience Summerside's vibrant nightlife at the lively Murphy's Community Centre, where local events and live music come alive. For a laid-back vibe, enjoy a cold drink at the Harbourfront Theatre, or dance the night away at the popular Red Shores Casino and Raceway.

Find the best attractions in Summerside

Summerside, Prince Edward Island, is an ideal destination for outdoor and family vacations, boasting stunning scenery and a variety of attractions. Visitors can explore national parks, the picturesque coastline, and the lively harbor, while enjoying adventure and cultural experiences. Highlights include waterfront photography opportunities and top local attractions, making Summerside a perfect spot for travelers seeking both relaxation and excitement.

  • Summerside Harbor: Experience the serene beauty of Summerside Harbor, where you can enjoy picturesque beach views and breathtaking scenery. Stroll along the waterfront, take in the fresh ocean air, and watch boats glide through the water, making it a perfect spot for relaxation and photography.
  • Credit Union Place: A hub of family-friendly entertainment, Credit Union Place offers a variety of events and activities. From sports games to concerts, this dynamic venue is where the community gathers to enjoy thrilling performances and create lasting memories.
  • College of Piping and Celtic Performing Arts of Canada: Immerse yourself in the vibrant culture at the College of Piping. Known for its dedication to Celtic arts, visitors can enjoy performances, workshops, and a rich educational experience that celebrates traditional music and dance.

Best time to go to Summerside

The best time to visit Summerside can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Summerside falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Summerside falls in February, visitor numbers are moderately low and weather is mostly cloudy with light rain.

Tips to save on your trip to Summerside

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Summerside.
  • Consider traveling to Summerside during the low season (October and December to January) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.